The Best Style Picks From Huckberry’s Winter Sale

Save big on rugged menswear from the famed online retailer.


The art of crafting the ever-elusive perfect wardrobe sometimes comes down to timing: As in, knowing when to pounce on some of the best menswear deals around. In plenty of different instances and across plenty of different categories, there’s one retailer giving you the best chance to do that (at least in the near future). In our book, that retailer is Huckberry, and its Winter Sale is a sight to behold.

Known as of late for selling Pedro Pascal’s waxed trucker jacket in The Last of Us, the San Francisco retailer has a penchant for stocking and selling the sort of crisp, casual-yet-classic picks that tend to look great on every guy.

Think stretch chinos, Oxford shirts, handsome leather boots and some of the coolest sweaters on the market (it only gets better from there). There’s more Huckberry gear than your wardrobe could ever possibly house, so allow us to get our hands dirty: These are the top essentials to buy right now from the Huckberry Winter Sale. We’ll leave the choice up to you.

Rhodes Footwear Jackson Chelsea Boots


Chelsea boots are a wonderful wardrobe upgrade, especially ones with a sturdy lug sole you can start wearing now, then keep handy into spring. Dress them up with chinos or dress ’em down with jeans. $193 (was $298)

Flint and Tinder Jackson Flannel Shirt


Every guy needs a great-looking, timeless flannel shirt. And you specifically need this one to freshen up your winter wardrobe. Bonus points if you keep it handy come spring and wear it as an overshirt. $94 (was $118)

Relwen Windzip Jacket


Stare winter weather down with a no-fuss, lightweight puffer jacket that manages to look more stylish than other technical puffer jackets. That’s thanks to its throwback outdoor jacket inspiration. You’ll be reaching for it every time you dash out the door this season. $214 (was $268)

Huckberry x Danner Waxed Canvas Light Boots


Huckberry teamed up with all-American bootmaker Danner for a pair of sturdy, hard-wearing boots you’ll only find at Huckberry. Better still is the fact that these feature side inserts made from the same waxed canvas as the famed Flint and Tinder Trucker Jacket. Lace ’em up for more than 30 percent off. $297 (was $425)

Sneerwell Frigatte Noble Flask


Shopping at Huckberry is sometimes like sifting through a well-curated vintage store: You never know what you’ll find, like this old-school flask made to take on adventures of your own. $40 (was $68)

Wellen Seawool Bubble Shirt Jacket


Huckberry’s in-house brands are about as ingenious as it gets: Take this shirt jacket, made from Seawool material that hails from both recycled plastic bottles and oyster shells. It boasts a front pocket like a cozy hoodie, but the rugged polish of a go-anywhere shirt jacket. $122 (was $188)